Holiday Homes in Oakland

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In one month

In two months

In three months

Featured Holiday Homes in Oakland

"This house has everything for a weekend family vacay; you can spend the whole weekend enjoying the house & amenities such as the hot tub!"

"Perfect old fashion Maine cottage! Great sunsets!"

includes taxes & fees

5 Oct - 6 Oct

"Loved the cozy home! We would stay there again in a heartbeat. The only thing that we would have been nice is if there was a tv in the main bedroom, but that’s just a personal preference. "

"clean place listed accordingly "

"Peaceful and scenic location"

"Beautiful property, had everything that was needed. Would definitely book again!"

"Multi generation family in town to visit other family. Kitchen adequate for meal prep, "

"We enjoyed our stay at this charming Belgrade lake house. The house was beautifully decorated, immaculate, and cozy for our week long stay while attending Colby graduation. Host was super organized, communicative, and provided everything we needed. Would definitely recommend staying here."

"This property was so peaceful and quiet. It sits on a large lot with lots of privacy. The walk down to the dock is fun for kids, lots of rocks and it’s a little trail. We spent most of our time down at the dock. The views were spectacular, beautiful reflections in the water each morning, calm quiet lake and the sunset right in front of us each night. It wasn’t buggy and we used the kayak, but wear water shorts bc it does take in some water. We also brought our own paddle board and would highly...

"A great spot for all 7 of us. Nice house with zones for everyone. Lovely backyard. Big kitchen and dining table"

includes taxes & fees

8 Oct - 9 Oct

"Clean, comfortable and incredibly close to campus for a college visit."

"Great location, lots of attractions space, beautiful view"

"Very nice experience from start to finish! "

"The home and the host were amazing! The setting along the lake is spectacular and Roger was super-helpful at every step of the trip. We will be back!"

"New, clean and had everything we needed. "

includes taxes & fees

13 Oct - 14 Oct

"Comfortable and beautiful scenery "

"Nice location, beautiful home. Nicely set up and great detail to comfort, supplies/needs. Didn't need a thing and felt at home in a peaceful place. Highly recommend!!"